Sissy Humiliated Stories

21,486 results
Orientation
Length
Source
Infinite Scroll

Mistress Commands Me in the Office Pt. 03

by Tracy69 on Dec 3, 2019
Transgender & Crossdressers

First a little clarification, if you've been reading parts one and two (I hadn't kept this quite straight up to this point). Here are the correct character names: Bob, or Robert, or Dick (or whatever my mistress decides to call me): Me Rick: My boss Brad: An office co-worker Rod: Office co-worker in an adjacent cubical, very buff, quite manly Wilson: Of...

First Time Sissy Maid

by bart2077 on Sep 13, 2017
Transsexuals & Crossdressers

I had been fantasizing for many years about serving a dominant Mistress, watching lots of movies online, and generally lusting over the doms I saw posting ads. At the age of 28 I finally found the courage to answer a rather intriguing post by an older woman and her trans partner who were looking for a sissy maid for ongoing service. I answered the ad, includ...

I Learned My Lesson Well Ch. 04

by Angelscuck on Sep 14, 2017
Exhibitionist & Voyeur

I couldn't believe what was happening to us. I had watched the woman I love dance naked in a sleazy strip club, publically spanked, force to eat another woman's cunt. I had been made to suck two cocks and been fucked up the ass and made to cum in my panties. This whole nightmare was being videoed and the main event, my fiancé's gangbang was about to happen...

Ian's New Job Ch. 02

by SatinSlip on Dec 10, 2018
Fetish

Authors note- this story includes non-consensual, rough, and coerced sex. As well as straight and bi-sexual sex, crossdressing, and humiliation. ********** Wendy wore the shortest skirt she owned. A blue, pleated thing that stopped a few inches short of her knees. Underneath she wore red lace panties Ian had bought her for valentines a couple years ago, an...

Cruise Ship Cuckold Ch. 07

by Angelscuck on Sep 14, 2017
Novels and Novellas

Eve continued to tease and chide me as I watched my sweet bride being groped and felt up by the captain as they danced at the Boathouse Lounge. I could hear other people laugh and make crude remarks, as Angel and Adam publically humiliated me with their show of intimacy. Eve said, "Look how beautifully they move together, I'll bet you wish you could dance...

Humiliated by Wonder Woman

by littleerection on Sep 17, 2017
BDSM

So it's a nice day today. I decide to go outside to get some fresh air and go for a walk. I wanna soak in the early spring cool breeze. I find myself going through the woods. Eventually I end up near the end and I see her past the trees standing alone on the cliff: The one and only Wonder Woman, looking out over the town! I couldn't believe my eyes! I've alw...

The White Slave

by mspbottom4black on Oct 6, 2020
Interracial Love

Editor's Note: this submission contains raceplay and femdom content. * Not long ago it was a straight and stuffy white male. it was arrogant and self-satisfied with its white male social and economic leverage and advantages. In the rat-race of white society it suppressed its submissive white side. But from time to time it would slip into daydreams of hav...

Ms. Alexandria - Interview No. 01

by gasissynora on Dec 3, 2019
Mature

I am sitting by myself in what appears to be a restaurant/bar that caters to women. I have been exchanging emails with Ms. Alexandria concerning a position she has open for a couple of weeks. She wanted to meet me here at "La Femme" to interview me about the position. I am sitting at a table in the back of the bar area waiting for Ms. Alexandria to arrive....

Alex to Alexis Ch. 01

by TransPrincessMorgan on Sep 25, 2017
Transsexuals & Crossdressers

Thanks to Jack Murphy for being our volunteer editor! Enjoy! ***** Chapter 1: Feminization Alex was late home again. Once, maybe twice would have been acceptable, but this was the third time this month. His mother, Daniella didn't know what to do with him, especially considering her other children, the eldest, Hannah, who was 25, and the youngest, Amelia,...

Kinky Dentist Sian And Sissy Rachel

by Sissy Adele Howells on Dec 12, 2018
Fetish

Most people hate going to the dentist, but I get a sexual pleasure every time my appointment comes around. That is because my dentist is the sexiest women, that I have ever set eyes on. Sian Harris is in her late thirties. She is of medium height with short, brown, mousy hair. Sian is very pretty, with a smile to melt any perverts heart. Sian's husband worke...